cisatracurium (CHEBI:140621)

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CHEBI:140621 - cisatracurium

ChEBI ID	CHEBI:140621
ChEBI Name	cisatracurium
Stars
Definition	A diester that is the (1R,1'R,2R,2'R)-diastereoisomer of atracurium, a quaternary ammonium ion consisting of pentane-1,5-diol with both hydroxy functions bearing 3-[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-3,4-dihydroisoquinolinium-2(1H)-yl]propanoyl groups. The active species in the skeletal muscle relaxant cisatracurium besylate.
Last Modified	24 April 2018
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C53H72N2O12
Net Charge	+2
Average Mass	929.161
Monoisotopic Mass	928.50743
SMILES	COc1ccc(C[C@@H]2c3cc(OC)c(OC)cc3CC[N@+]2(C)CCC(=O)OCCCCCOC(=O)CC[N@@+]2(C)CCc3cc(OC)c(OC)cc3[C@H]2Cc2ccc(OC)c(OC)c2)cc1OC
InChI	InChI=1S/C53H72N2O12/c1-54(22-18-38-32-48(62-7)50(64-9)34-40(38)42(54)28-36-14-16-44(58-3)46(30-36)60-5)24-20-52(56)66-26-12-11-13-27-67-53(57)21-25-55(2)23-19-39-33-49(63-8)51(65-10)35-41(39)43(55)29-37-15-17-45(59-4)47(31-37)61-6/h14-17,30-35,42-43H,11-13,18-29H2,1-10H3/q+2/t42-,43-,54-,55-/m1/s1
InChIKey	YXSLJKQTIDHPOT-LJCJQEJUSA-N

Roles Classification

Biological Role:

nicotinic antagonist An antagonist at the nicotinic cholinergic receptor.

Applications:

muscle relaxant A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.

nicotinic antagonist An antagonist at the nicotinic cholinergic receptor.

ChEBI Ontology

Outgoing Relation(s)
	cisatracurium (CHEBI:140621) has role muscle relaxant (CHEBI:51371)
	cisatracurium (CHEBI:140621) has role nicotinic antagonist (CHEBI:48878)
	cisatracurium (CHEBI:140621) is a diester (CHEBI:51307)
	cisatracurium (CHEBI:140621) is a quaternary ammonium ion (CHEBI:35267)
Incoming Relation(s)
Incoming Relation(s)	cisatracurium besylate (CHEBI:3721) has part cisatracurium (CHEBI:140621)

IUPAC Name
(1R,2R,1'R,2'R)-2,2'-{pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium]

Synonyms	Source
(1R-cis,1'R-cis)-atracurium	ChEBI
(1R-cis,1'R-cis)-2,2'-{pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium]	ChEBI
(1R,2R,1'R,2'R)-atracurium	ChEBI

Manual Xrefs	Databases
DB00565	DrugBank
WO2013189800	Patent

Registry Numbers	Sources
Reaxys:8184048	Reaxys
CAS:96946-41-7	ChemIDplus

Citations